129:
1309:
153:
141:
58:
ions, which could contribute to fungal cell death. However, more detailed studies of polyene molecular properties have challenged this model suggesting that polyenes instead bind and extract ergosterol directly from the cellular membrane thus disrupting the many cellular functions ergosterols
291:
Thomas M, Anderson; Clay C, Mary; Cioffi G, Alexander; Diaz A, Katrina; Hisao S, Grant; Turrle D, Marcus; Nieuwkoop J, Andrew; Comellas, Gemma; Maryum, Nashrah; Wang, Shu; Uno E, Bruce; Wildeman L, Erin; Tamir, Gonene; Rienstra M, Chad; Burke D, Martub (Mar 30, 2014).
136:. Amphotericin B is an example of a yellow polyene antimycotic agent. Note the alternating double and single bonds in the center and the mycosamine group in the bottom-right corner.
1353:
1346:
1265:
549:
1387:
445:"Solution NMR structure of five representative glycosylated polyene macrolide antibiotics with a sterol-dependent antifungal activity"
240:
1339:
1032:
599:
1282:
1100:
1070:
542:
965:
122:
1270:
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117:) group bonded to the molecule. The series of conjugated double bonds typically absorbs strongly in the
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133:
60:
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27:
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985:
921:
909:
757:
749:
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670:
645:
105:
groups bonded to the other side of the ring. Their structures also often have a
92:
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102:
64:
50:
in the fungal cell membrane and thus weakening it and causing leakage of
40:. These polyene antimycotics are typically obtained from some species of
1246:
858:
197:
187:
97:
30:
152:
55:
294:"Amphotericin forms an extramembranous and fungicidal sterol sponge"
140:
125:, often resulting in the polyene antibiotics having a yellow color.
595:
151:
139:
127:
88:
37:
531:
71:
are examples of polyene antimycotics. They are a subgroup of
486:"A labile point in mutant amphotericin polyketide synthases"
396:"Chemistry and Biology of the Polyene Macrolide Antibiotics"
46:
bacteria. Previously, polyenes were thought to bind to
1327:
235:. The University of Texas Medical Branch at Galveston.
87:
feature a large ring of atoms (in essence, a cyclic
1093:
1069:
1050:
1026:
1019:
964:
943:
920:
894:
883:
842:
819:
729:
610:
594:
583:
574:
347:"Molecular Evolution of Antifungal Drug Resistance"
91:ring) containing multiple conjugated carbon-carbon
406:(2). American Society for Microbiology: 166–196.
484:Khan N, Rawlings B, Caffrey P (Jan 26, 2011).
227:Baron, S.; Dixon, D. M.; Walsh, T. J. (1996).
1347:
543:
443:Volpon, Laurent; Lancelin, Jean-Marc (2002).
8:
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169:The natural route to synthesis includes
219:
101:) on one side of the ring and multiple
273:
263:
7:
1305:
1303:
364:10.1146/annurev-micro-030117-020345
1326:. You can help Knowledge (XXG) by
14:
1307:
462:10.1046/j.1432-1033.2002.03147.x
449:European Journal of Biochemistry
341:Robbins, Nicole; Caplan, Tavia;
1033:thymidylate synthase inhibitors
1:
351:Annual Review of Microbiology
160:, sometimes called pimaricin.
16:Class of antifungal compounds
412:10.1128/BR.37.3.166-196.1973
22:, sometimes referred to as
1404:
1302:
177:Other examples of polyenes
1388:Antiinfective agent stubs
1260:
1101:bromochlorosalicylanilide
1071:Aminoacyl tRNA synthetase
502:10.1007/s10529-011-0538-3
394:Hamilton-Miller (1973).
233:Polyene Antifungal Drugs
123:electromagnetic spectrum
400:Bacteriological Reviews
298:Nature Chemical Biology
885:Squalene monooxygenase
722:Systemic: ketoconazole
161:
156:Chemical structure of
149:
144:Chemical structure of
137:
132:Chemical structure of
913:Systemic: terbinafine
345:(September 8, 2017).
310:10.1038/nchembio.1496
155:
143:
131:
1201:Whitfield's ointment
1028:Pyrimidine analogues
844:Polyene antimycotics
20:Polyene antimycotics
229:"Antifungal Agents"
171:polyketide synthase
119:ultraviolet-visible
85:chemical structures
24:polyene antibiotics
1287:Never to phase III
1191:tribromometacresol
1161:sodium thiosulfate
1156:selenium disulfide
1052:Mitotic inhibitors
162:
150:
138:
1335:
1334:
1297:
1296:
1089:
1088:
1015:
1014:
966:β-glucan synthase
960:
959:
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838:
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455:(18): 4533–4541.
113:(a type of amino-
108:
26:, are a class of
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1311:
1304:
1196:undecylenic acid
1146:potassium iodide
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490:Biotechnol. Lett
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1277:Clinical trials
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1011:
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768:fosravuconazole
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600:lanosterol 14α-
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1208:citronella oil
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1151:salicylic acid
1148:
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1133:
1128:
1123:
1121:crystal violet
1118:
1113:
1108:
1106:chlorophetanol
1103:
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874:amphotericin B
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763:fosfluconazole
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343:Cowen, Leah E.
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304:(5): 400–406.
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134:Amphotericin B
121:region of the
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61:Amphotericin B
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13:
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2:
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1322:article is a
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1317:antiinfective
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1111:chlorphenesin
1109:
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1038:
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1025:
1022:
1020:Intracellular
1018:
1008:
1007:ibrexafungerp
1005:
1002:
999:
997:
994:
992:
989:
987:
984:
982:
981:anidulafungin
978:
977:echinocandins
974:
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953:
949:
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824:
822:
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812:
809:
807:
803:
802:
799:
796:
794:
791:
789:
788:oteseconazole
786:
784:
781:
779:
778:isavuconazole
776:
774:
771:
769:
766:
764:
761:
759:
755:
754:
751:
748:
746:
743:
741:
740:efinaconazole
737:
736:
734:
732:
728:
721:
720:
717:
714:
712:
709:
707:
706:sertaconazole
704:
702:
699:
697:
694:
692:
689:
687:
684:
682:
679:
677:
674:
672:
669:
667:
664:
662:
661:fenticonazole
659:
657:
654:
652:
649:
647:
644:
642:
639:
637:
634:
632:
631:chlormidazole
629:
627:
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603:
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590:
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546:
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496:(6): 1121–6.
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62:
57:
53:
49:
45:
44:
39:
35:
32:
29:
28:antimicrobial
25:
21:
1328:expanding it
1314:
1299:
1233:tea tree oil
1218:lemon myrtle
1131:ethylparaben
1061:griseofulvin
922:Benzylamines
843:
811:ravuconazole
806:albaconazole
798:voriconazole
793:posaconazole
783:itraconazole
773:hexaconazole
691:neticonazole
681:luliconazole
676:ketoconazole
666:flutrimazole
651:eberconazole
641:clotrimazole
626:butoconazole
493:
489:
479:
452:
448:
438:
403:
399:
389:
354:
350:
336:
301:
297:
286:
254:. Retrieved
232:
222:
173:components.
168:
165:Biosynthesis
96:
93:double bonds
82:
43:Streptomyces
41:
36:that target
23:
19:
18:
1373:Antifungals
1273:from market
1252:pentamidine
1213:lemon grass
1171:taurolidine
1141:polynoxylin
1042:flucytosine
986:caspofungin
910:terbinafine
896:Allylamines
758:fluconazole
750:terconazole
745:fluconazole
716:tioconazole
711:sulconazole
701:oxiconazole
696:omoconazole
671:isoconazole
646:croconazole
604:inhibitors)
602:demethylase
559:Antifungals
357:: 753–775.
208:Dermostatin
1378:Macrolides
1367:Categories
1242:atovaquone
1223:orange oil
1186:tolnaftate
1181:tolciclate
1166:sulbentine
1136:haloprogin
1116:ciclopirox
1081:tavaborole
1073:inhibitors
1059:Systemic:
1040:Systemic:
1001:rezafungin
996:micafungin
991:cilofungin
975:Systemic:
969:inhibitors
952:amorolfine
931:butenafine
888:inhibitors
872:Systemic:
849:ergosterol
756:Systemic:
686:miconazole
636:climbazole
621:bifonazole
612:Imidazoles
588:inhibitors
585:Ergosterol
256:29 January
214:References
111:mycosamine
79:Structures
73:macrolides
48:ergosterol
1283:Phase III
1271:Withdrawn
1228:patchouli
1176:ticlatone
1079:Topical:
950:Topical:
929:Topical:
905:naftifine
903:Topical:
876:, hamycin
864:natamycin
857:Topical:
830:abafungin
828:Topical:
821:Thiazoles
804:Unknown:
738:Topical:
731:Triazoles
656:econazole
619:Topical:
373:1545-3251
276:ignored (
266:cite book
203:Perimycin
183:Rimocidin
158:Natamycin
115:glycoside
69:natamycin
59:perform.
34:compounds
1383:Polyenes
1126:dimazole
869:nystatin
851:binding)
577:membrane
518:10209476
510:21267757
471:12230565
381:28886681
328:24681535
251:21413319
193:Candicin
146:Nystatin
103:hydroxyl
65:nystatin
1247:dapsone
859:hamycin
430:4578757
319:3992202
198:Hamycin
188:Filipin
98:polyene
95:(hence
31:polyene
1266:WHO-EM
1094:Others
944:Others
596:Azoles
516:
508:
469:
428:
421:413810
418:
379:
371:
326:
316:
249:
239:
83:Their
67:, and
1315:This
575:Wall/
514:S2CID
89:ester
38:fungi
1324:stub
1320:drug
565:and
506:PMID
467:PMID
426:PMID
377:PMID
369:ISSN
324:PMID
278:help
258:2010
247:PMID
237:ISBN
54:and
1238:PCP
567:J02
563:D01
498:doi
457:doi
453:269
416:PMC
408:doi
359:doi
314:PMC
306:doi
56:Na+
1369::
1279::
1240::
512:.
504:.
494:33
492:.
488:.
465:.
451:.
447:.
424:.
414:.
404:37
402:.
398:.
375:.
367:.
355:71
353:.
349:.
322:.
312:.
302:10
300:.
296:.
270::
268:}}
264:{{
245:.
231:.
75:.
63:,
52:K+
1355:e
1348:t
1341:v
1330:.
1030:/
1003:)
979:(
847:(
598:(
569:)
561:(
551:e
544:t
537:v
520:.
500::
473:.
459::
432:.
410::
383:.
361::
330:.
308::
280:)
260:.
148:.
109:-
107:D
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
